CA1280836C - Polyether siloxane graft polymers - Google Patents

Polyether siloxane graft polymers

Info

Publication number: CA1280836C
Authority: CA; Canada
Prior art keywords: weight; denotes; polyalkylene oxide; units; carbon atoms
Prior art date: 1986-12-19
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000554591A

Other languages

English (en)

French (fr)

Inventor

Heinrich Alberts

Hans-Bernd Alteweier

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bayer AG

Original Assignee

Bayer AG

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-12-19

Filing date

1987-12-17

Publication date

1991-02-26

1987-12-17 Application filed by Bayer AG filed Critical Bayer AG

1991-02-26 Application granted granted Critical

1991-02-26 Publication of CA1280836C publication Critical patent/CA1280836C/en

2008-02-26 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920000578 graft copolymer Polymers 0.000 title claims abstract description 45
239000004721 Polyphenylene oxide Substances 0.000 title abstract description 10
229920000570 polyether Polymers 0.000 title abstract description 10
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title abstract description 5
229920000642 polymer Polymers 0.000 claims abstract description 34
229920001296 polysiloxane Polymers 0.000 claims abstract description 30
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 22
229920001281 polyalkylene Polymers 0.000 claims abstract description 20
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 18
239000000178 monomer Substances 0.000 claims abstract description 15
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
125000002947 alkylene group Chemical group 0.000 claims abstract description 11
125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 11
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
125000000217 alkyl group Chemical group 0.000 claims abstract description 5
229920000233 poly(alkylene oxides) Polymers 0.000 claims abstract description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 3
239000001257 hydrogen Substances 0.000 claims abstract description 3
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
229910052801 chlorine Inorganic materials 0.000 claims abstract 2
125000001309 chloro group Chemical group Cl* 0.000 claims abstract 2
125000001153 fluoro group Chemical group F* 0.000 claims abstract 2
239000004922 lacquer Substances 0.000 claims description 35
239000003795 chemical substances by application Substances 0.000 claims description 24
238000000576 coating method Methods 0.000 claims description 17
239000011248 coating agent Substances 0.000 claims description 16
238000000034 method Methods 0.000 claims description 14
238000002360 preparation method Methods 0.000 claims description 13
-1 allyl compound Chemical class 0.000 claims description 6
230000006872 improvement Effects 0.000 claims description 3
125000000962 organic group Chemical group 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
239000000758 substrate Substances 0.000 claims description 2
239000008199 coating composition Substances 0.000 claims 2
230000000379 polymerizing effect Effects 0.000 claims 1
239000000843 powder Substances 0.000 description 12
239000002904 solvent Substances 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000203 mixture Substances 0.000 description 6
238000007792 addition Methods 0.000 description 5
230000000875 corresponding effect Effects 0.000 description 5
229920001577 copolymer Polymers 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
238000010526 radical polymerization reaction Methods 0.000 description 4
102100038916 Caspase-5 Human genes 0.000 description 3
101100112336 Homo sapiens CASP5 gene Proteins 0.000 description 3
101100273286 Mus musculus Casp4 gene Proteins 0.000 description 3
229910000831 Steel Inorganic materials 0.000 description 3
125000004429 atom Chemical group 0.000 description 3
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000010959 steel Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229920000219 Ethylene vinyl alcohol Polymers 0.000 description 2
229910018557 Si O Inorganic materials 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
238000003848 UV Light-Curing Methods 0.000 description 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000012752 auxiliary agent Substances 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
230000001427 coherent effect Effects 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
238000007429 general method Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
239000003999 initiator Substances 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
229920001225 polyester resin Polymers 0.000 description 2
239000004645 polyester resin Substances 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
230000005855 radiation Effects 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
238000005245 sintering Methods 0.000 description 2
239000004753 textile Substances 0.000 description 2
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical class C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
239000003139 biocide Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
229910021419 crystalline silicon Inorganic materials 0.000 description 1
238000001723 curing Methods 0.000 description 1
230000007547 defect Effects 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000005038 ethylene vinyl acetate Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
238000009499 grossing Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000010985 leather Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000010705 motor oil Substances 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000005375 organosiloxane group Chemical group 0.000 description 1
238000010422 painting Methods 0.000 description 1
239000000123 paper Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
150000003017 phosphorus Chemical class 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/122—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to saturated polysiloxanes containing hydrolysable groups, e.g. alkoxy-, thio-, hydroxy-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/47—Levelling agents
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Silicon Polymers (AREA)
Macromonomer-Based Addition Polymer (AREA)
Paints Or Removers (AREA)
Graft Or Block Polymers (AREA)

CA000554591A 1986-12-19 1987-12-17 Polyether siloxane graft polymers Expired - Lifetime CA1280836C (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19863643459 DE3643459A1 (de)	1986-12-19	1986-12-19	Polyethersiloxan - pfropfpolymerisate
DEP3643459.0		1986-12-19

Publications (1)

Publication Number	Publication Date
CA1280836C true CA1280836C (en)	1991-02-26

Family

ID=6316602

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000554591A Expired - Lifetime CA1280836C (en)	1986-12-19	1987-12-17	Polyether siloxane graft polymers

Country Status (6)

Country	Link
US (1)	US4812364A (da)
EP (1)	EP0271802B1 (da)
JP (1)	JPS63162714A (da)
CA (1)	CA1280836C (da)
DE (2)	DE3643459A1 (da)
DK (1)	DK671287A (da)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2516451B2 (ja) *	1990-04-04	1996-07-24	信越化学工業株式会社	硬化性組成物及びその硬化物
US5348769A (en) *	1993-03-31	1994-09-20	Osi Specialties, Inc.	Fluorosilicone compositions as wash durable soil and stain repellent finishes
US6162877A (en) *	1998-12-04	2000-12-19	Hercules Incorporated	Hydrophobically modified comb copolymers
DE10048258B4 (de) *	2000-09-29	2004-08-19	Byk-Chemie Gmbh	Verlaufmittel für Oberflächenbeschichtungen
US7771740B2 (en) *	2004-07-19	2010-08-10	Boston Scientific Scimed, Inc.	Medical devices containing copolymers with graft copolymer endblocks for drug delivery
EP3492513B1 (de) *	2017-11-29	2021-11-03	Evonik Operations GmbH	Verfahren zur herstellung von im siloxanteil verzweigten sioc-verknüpften polyethersiloxanen

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3342766A (en) *	1965-01-12	1967-09-19	Union Carbide Corp	Polymerization process employing siloxane-oxyalkylene block copolymers
US4136250A (en) *	1977-07-20	1979-01-23	Ciba-Geigy Corporation	Polysiloxane hydrogels
US4259474A (en) *	1979-09-25	1981-03-31	Gaf Corporation	Sulfur-containing polyoxyalkylenes
DE3151924A1 (de) *	1981-12-30	1983-07-07	Bayer Ag, 5090 Leverkusen	Waessrige polysiloxanzubereitungen
CA1257727A (en) *	1984-12-18	1989-07-18	Chi-Long Lee	Hydrophilic silicone-organic copolymer elastomers
US4737552A (en) *	1986-06-30	1988-04-12	Dow Corning Corporation	Ceramic materials from polycarbosilanes
JPH089656B2 (ja) *	1986-11-05	1996-01-31	東芝シリコ−ン株式会社	紫外線硬化性シリコ−ン組成物

1986
- 1986-12-19 DE DE19863643459 patent/DE3643459A1/de not_active Withdrawn
1987
- 1987-12-08 DE DE8787118122T patent/DE3777976D1/de not_active Expired - Lifetime
- 1987-12-08 EP EP87118122A patent/EP0271802B1/de not_active Expired - Lifetime
- 1987-12-08 US US07/130,055 patent/US4812364A/en not_active Expired - Fee Related
- 1987-12-10 JP JP62311146A patent/JPS63162714A/ja active Pending
- 1987-12-17 CA CA000554591A patent/CA1280836C/en not_active Expired - Lifetime
- 1987-12-18 DK DK671287A patent/DK671287A/da not_active Application Discontinuation

Also Published As

Publication number	Publication date
DE3643459A1 (de)	1988-06-23
EP0271802B1 (de)	1992-04-01
DE3777976D1 (en)	1992-05-07
US4812364A (en)	1989-03-14
JPS63162714A (ja)	1988-07-06
EP0271802A2 (de)	1988-06-22
DK671287A (da)	1988-06-20
DK671287D0 (da)	1987-12-18
EP0271802A3 (en)	1990-06-27

Legal Events

Date	Code	Title	Description
1996-08-26	MKLA	Lapsed

Publication	Publication Date	Title
US4978726A (en)	1990-12-18	Polysiloxanes with (meth)acrylate ester groups linked over SiC groups and their use as radiation-curable coating materials for sheet-like carriers
RU2181365C2 (ru)	2002-04-20	Ассоциативные загустители
US6087417A (en)	2000-07-11	Epoxy resin/acid/tertiary amine reaction product with reactive diluent
TWI422634B (zh)	2014-01-11	水性聚合物分散體組成物及表面處理劑
JP6979791B2 (ja)	2021-12-15	両親媒性ブロック共重合体を利用した塗料用レベリング剤
JPH0681826B2 (ja)	1994-10-19	硬化性オルガノポリシロキサンによるコーテイング方法
JP4775543B2 (ja)	2011-09-21	オルガノシリコーンレジンエマルジョン組成物及びその製造方法、ならびに該組成物の被膜が形成された物品
US4100127A (en)	1978-07-11	Process for preparation of grafted unsaturated polyester liquid resin dispersion
JP2003533564A (ja)	2003-11-11	アルケニルエーテル官能性ポリイソブチレンを含む放射線硬化可能な組成物
JPH02194001A (ja)	1990-07-31	ワックス組成物及びその製造方法
WO2003106556A1 (ja)	2003-12-24	含フッ素樹脂水性分散体組成物及び含フッ素水性塗料組成物
CA1280836C (en)	1991-02-26	Polyether siloxane graft polymers
KR102381661B1 (ko)	2022-04-01	폴리에테르 폴리에스테르 세그먼트 및 폴리실록산 세그먼트를 갖는 중합체
US7153581B2 (en)	2006-12-26	Extrudable, low-migration organic silicone copolymers of high transparency, their preparation and use
AU703354B2 (en)	1999-03-25	Radiation-curable printing inks of improved scratch resistance and gliding ability
JP7559068B2 (ja)	2024-10-01	架橋可能な反応性シリコーン有機コポリマー分散液
KR101100487B1 (ko)	2011-12-29	메틸올기를 통해 가교가능한 실리콘 중합체
CA1322065C (en)	1993-09-07	Aqueous cross-linkable sterically-stabilised polymeric coating compositions
JP2003055459A (ja)	2003-02-26	複合粒子、その分散体、分散体の製造方法、およびコーティング材
JPH0125506B2 (da)	1989-05-18
CA1225767A (en)	1987-08-18	Organosiloxane-oxyalkylene copolymers
CA2142346A1 (en)	1994-03-03	Segregating water-borne coating systems
TW293838B (da)	1996-12-21
JP2707151B2 (ja)	1998-01-28	樹脂組成物
NL9302042A (nl)	1995-06-16	Nieuwe siloxanen en werkwijzen voor de bereiding hiervan, de toepassing van deze siloxanen in bekledingssamenstellingen, de aldus verkregen bekledingssamenstellingen, en de toepassing van deze bekledingssamenstellingen bij het bekleden van substraten of voortbrengselen, alsmede de aldus verkregen beklede substraten en voortbrengselen.